Cuckold Vacation Stories

28,460 results
Orientation
Length
Source
Infinite Scroll

Mama Mia Pt. 01

by grizzley123 on Jul 13, 2020
Fetish

This story is a fetish fantasy where many themes get woven together. There are cuckold, incest, bi-sexual, BDSM, and a few other themes all combined. If these themes are not your thing, please just move on. If they are, enjoy! Like most of my stories it arose from a single incident. In this case it was watching a very hot mom and her even hotter daughter mo...

Cross-Dressing Vacation with Wife Ch. 01

by Wifesbicagedsissy on Sep 16, 2017
Transsexuals & Crossdressers

This is my first attempt at a story. Hope you all like it. Comments are very welcome. ***** It all started when my wife (Staci) and I had a conversation about how comfortable women's clothes looked and we both laughed and I boldly said, "I would wear women's panties and satin pajamas because they look really comfortable." Now keep in mind that I have alway...

Cheating and Rivals Pt. 28-29

by xleglover on Sep 16, 2017
Loving Wives

Cheating and Rivals – Part 28 (Part 4 of the Caribbean vacay) The sun was shining in the window when Jen slowly woke up. She felt disoriented, not knowing where she was. Oh yeah, the villa, Frank's bedroom. She was alone in bed although the room stank of sex. Jen's body ached. Memories of the hard fucking she got from Hugh and Lou flittered through her gr...

Cuckold CEO Ch. 07

by drdick69 on Oct 16, 2018
Fetish

I awoke Saturday to the sounds of running water. My wife was already up and in the shower. My head was still swimming from that activities of the night before. Our playful cuckold game had taken us to a different level, with me being submissively used for the pleasure of my wife and her lover. More worryingly, the comment my wife made, before I went to bed,...

How did I Become a Cuckold? Pt. 02

by ritestuff on Apr 24, 2018
Loving Wives

You should find reading this part about how I became a cuckold entertaining, you should however, read the first two parts to have a complete insight. After we both came we laid there holding each other while still kissing. As my cock softened I rolled off my wife. Laying side by side she asked "Do you still love me?" "God yes" I told her, then added "This...

I Didn't Know I Wanted It Pt. 01

by richard3cm on Nov 1, 2017
Loving Wives

I Didn't Know What I Wanted Until I Got It—Part One This is a work of fiction. All characters, events, and locations are made up. This is not about me or my wife. To save anonymous commenters some time and trouble: 1. The tags for this story are swingers, creampie, creampie eating, chastity, party, cuckold. 2. The Literotica definition of Loving Wives is...

The Two-Month Break Clause Pt. 02

by TheBiGuy on Mar 25, 2019
Fetish

After my first post, I received several comments. Some of the comments were positive and others negative. Any comments that were constructive, I will take the criticism and learn to incorporate those suggestions into the subsequent chapters and other stories I write. One of the comments was about numbering the story as Part 1 or some variation like that. Tha...

The Note

by RealDoc on Sep 16, 2017
Loving Wives

My still very attractive wife of thirty two years has a habit of penciling out on a piece of throw away paper, the message she intends to send via birthday or thank you card. She then edits this written message on that piece of throw away paper before writing in ink, her final version on the actual intended card. Invariably she asks me also to edit her pen...

Luke Powers: Black Master Pt. 01

by scatwoman on Sep 12, 2017
Interracial Love

(See the "XXX-Women" series, "Misadventures of Mishi" series and "The Perils of Greggie-Poo" for more Luke Powers action!) Here are just a few short "vignettes" of Luke Power's conquests. I may turn some of these into longer, full stories of their own someday. * * * * * "Blushing Bride" Two upper-class preppie white racist snobs getting married. Husband...

A Kinky Vacation Ch. 01

by SpaceBoyToy on Sep 11, 2017
Loving Wives

After 3 years without a vacation for ourselves, my wife and I were finally able to book a cruise in the Caribbean for an entire week. It was to be a much needed break from a stressful job and the full time 24/7 commitment of being parents. I was also hoping that it would be an opportunity to spice things up a bit. Our sex life wasn't bad, but the commitments...